methyl (Z)-3-methoxy-2-(o-tolyl)prop-2-enoate | 103455-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (Z)-3-methoxy-2-(o-tolyl)prop-2-enoate
• 英文别名: methyl 2-(2-methylphenyl)-3-methoxypropenoate；methyl 2-(2-methylphenyl)-3-methoxyacrylate；methyl Z-2-(2-methyl phenyl)-3-methoxy-2-propenoate；methyl (Z)-3-methoxy-2-(2-methylphenyl)prop-2-enoate
• CAS: 103455-46-5
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: IIYFINSFZVFXCL-FLIBITNWSA-N

物化性质

• 熔点：
  62-63 °C
• 沸点：
  325.2±31.0 °C(Predicted)
• 密度：
  1.069±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (Z)-3-methoxy-2-(o-tolyl)prop-2-enoate 在 溴 作用下， 以 水 、 氯苯 为溶剂， 以65%的产率得到methyl 2-(2-bromomethylphenyl)-3-methoxyacrylate
  参考文献：
  名称：

  EP1142857

  摘要：

  公开号：
• 作为产物：
  描述：

  邻甲苯乙酸甲酯 、 甲酸甲酯 生成 methyl (Z)-3-methoxy-2-(o-tolyl)prop-2-enoate
  参考文献：
  名称：

  KARBACH, STEFAN;SCHIRMER, ULRICH;RENTZEA, COSTIN;POMMER, ERNST-HEINRICH;A+

  摘要：

  DOI：

文献信息

• Process for producing acrylic acid derivative
  申请人：Nippon Soda Co. Ltd

  公开号：US20040152894A1

  公开（公告）日：2004-08-05

  Processes for producing a compound represented by the formula (1), which includes an acrylic acid derivative and is useful as an agricultural chemical or medicine. One of the processes comprises the step of formulating a compound (3) and converting the OH of the resultant compound (2) into OR″. The first step comprises reacting a formic or orthoformic ester in the presence of a Lewis acid and a base. The second step comprises reacting the compound with R″OH or with R″OH and CH(OR″) 3 under acidic conditions or using a phase-transfer catalyst in a two-phase system and regulating the base and the concentration thereof to stereoselectively synthesize the target compound. In another, process, the compound is efficiently produced without isolating the compound. The compound can also be produced without the compound (2). 1

  生产一种由化学式（1）表示的化合物的过程，该化合物包括丙烯酸衍生物，可用作农药或药物。其中一个过程包括将化合物（3）配制并将所得化合物（2）的羟基转化为OR″。第一步包括在Lewis酸和碱的存在下反应甲酸酯或正甲酸酯。第二步包括在酸性条件下将化合物与R″OH或与R″OH和CH(OR″)3反应，或者在两相系统中使用相转移催化剂，并调节碱及其浓度以立体选择性地合成目标化合物。在另一个过程中，该化合物可以在不分离该化合物的情况下高效生产。该化合物也可以在不使用化合物（2）的情况下生产。
• Acrylate fungicides
  申请人：Schering Agrochemicals Limited

  公开号：US05332752A1

  公开（公告）日：1994-07-26

  Compounds of formula I ##STR1## wherein X is oxygen or sulphur, W is CH or N, m is 0 or 1, and either a) n is 1 and Q is a non-aromatic heterocyclic ring of 3 to 10 ring atoms, containing one to three hetero atoms selected from oxygen, sulphur and nitrogen, which may be substituted and may be fused to another ring, with the proviso a) that if Q is thiazol-2-in-2-yl, it is substituted but not by methylene, and b) Q is not a six membered ring containing only two nitrogen atoms, or b) n is 0 or 1 and ##STR2## where R.sup.1 is alkyl, alkoxy or alkylthio, and R.sup.2 is heteroaryl, non aromatic heterocyclyl, optionally substituted cycloalkyl or optionally substituted alkyl containing at least 5 carbon atoms, phenyl substituted by one or more groups selected from halogen, optionally substituted alkyl, alkoxy, haloalkoxy, aryloxy, alkylthio and alkoxycarbonyl, and when R.sup.1 is alkyl or alkoxy, or, when W is nitrogen, R.sup.2 can also be unsubstituted phenyl, have pesticidal especially fungicidal activity.

  化合物的化学式I ##STR1## 其中X是氧或硫，W是CH或N，m为0或1，要么a) n为1且Q是由3至10个环原子组成的非芳香杂环，含有1至3个氧、硫和氮等杂原子，可能被取代并可能与另一个环融合，条件是a)如果Q是噻唑-2-基-2-基，它被取代但不是亚甲基，b)Q不是仅含有两个氮原子的六元环，或者b) n为0或1且##STR2## 其中R.sup.1是烷基、烷氧基或烷硫基，R.sup.2是杂芳基、非芳香杂环基、可选取代的环烷基或可选取代的烷基，含有至少5个碳原子，苯基被一个或多个卤素、可选取代的烷基、烷氧基、卤代烷氧基、芳基氧基、烷硫基和烷氧羰基中的一个或多个基取代，当R.sup.1是烷基或烷氧基时，或者当W是氮时，R.sup.2还可以是未取代的苯基，具有杀虫剂特别是杀菌活性。
• Process for preparation of thiazolylalkoxy acrylates
  申请人：Roussel Uclaf

  公开号：US05194622A1

  公开（公告）日：1993-03-16

  A process for the preparation of a compound of the formula ##STR1## wherein R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen, halogen, --CF.sub.3, alkyl, alkoxy and alkylthio of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, --SO.sub.2 alk and alk is alkyl of 1 to 8 carbon atoms, optionally substituted aryl, aryloxy and arylthio of 6 to 18 carbon atoms and optionally substituted heteroaryl, heteroaryloxy and heterocyclic of 5 to 6 ring members, R.sub.3 is selected from the group consisting of alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, aryl of 6 to 18 carbon atoms and alkoxyalkoxyalkyl of 3 to 14 carbon atoms, X is selected from the group consisting of --O--, --S-- and --NR.sub.4 --, R.sub.4 is selected from the group consisting of hydrogen, alkyl, alkenyl and alkynyl of up to 8 carbon atoms, --SO.sub.2 alkyl, --SO.sub.2 alkenyl and --SO.sub.2 alkynyl of up to 8 carbon atoms and optionally substituted aryl and --SO.sub.2 aryl of 6 to 18 carbon atoms, the double bond between the heterocycle of 5 member ring and the aromatic nucleus is of E and/or Z geometry comprising reacting a halide of the formula ##STR2## wherein R.sub.3 is as defined above and Hal is hydrogen with a compound of the formula ##STR3## wherein X, R.sub.1 and R.sub.2 have the above definitions in the presence of a base to obtain the corresponding product of formula I in the form of a mixture of isomers and optionally separating the isomers and novel intermediates of formula II.

  一种制备公式##STR1##中R.sub.1和R.sub.2分别选择自氢、卤素、--CF.sub.3、1至8个碳原子的烷基、烷氧基和烷硫基、2至8个碳原子的烯基和炔基、--SO.sub.2烷基和烷基为1至8个碳原子、可选择取代的6至18个碳原子的芳基、芳氧基和芳硫基以及可选择取代的5至6个环成员的杂环芳基、杂环芳氧基和杂环的化合物的过程。其中R.sub.3选择自1至8个碳原子的烷基、2至8个碳原子的烯基和炔基、6至18个碳原子的芳基和3至14个碳原子的烷氧烷氧基烷基，X选择自--O--、--S--和--NR.sub.4 --，R.sub.4选择自氢、烷基、烯基和炔基，其碳原子数量不超过8个、--SO.sub.2烷基、--SO.sub.2烯基和--SO.sub.2炔基，其碳原子数量不超过8个，以及可选择取代的6至18个碳原子的芳基和--SO.sub.2芳基。其中5环杂环和芳香核之间的双键为E和/或Z几何异构体，包括在碱存在下反应公式##STR2##中R.sub.3如上所述，Hal为氢，与公式##STR3##中X、R.sub.1和R.sub.2具有上述定义的化合物反应，以获得相应的I式产物的混合异构体，并可分离异构体和II式新中间体。
• PROCESSES FOR PRODUCING ACRYLIC ACID DERIVATIVE
  申请人：NIPPON SODA CO., LTD.

  公开号：EP1142857A1

  公开（公告）日：2001-10-10

  Processes for producing a compound (1) represented by formula (1), which includes an acrylic acid derivative and is useful as an agricultural chemical or medicine. One of the processes comprises the step of formylating a compound (3) (step (1)) and the step of converting the OH of the resultant compound (2) into OR" (step (2)). The step (1) comprises reacting a formic or orthoformic ester in the presence of a Lewis acid and a base. The step (2) comprises [1] reacting the compound (2) with R" OH or with R" OH and CH(OR")3 under acidic conditions or [2] using a phase-transfer catalyst in a two-phase system and regulating the base and the concentration thereof to stereoselectively synthesize the target compound. In another process, the compound (1) is efficiently produced without isolating the compound (2). In still another process, the compound (1) is directly produced without via the compound (2).

  生产由式（1）表示的化合物（1）的工艺，该化合物包括丙烯酸衍生物，可用作农用化学品或药物。其中一种工艺包括将化合物（3）甲酰化的步骤（步骤(1)）和将所得化合物（2）的 OH 转化为 OR 的步骤（步骤(2)）。步骤（1）包括在路易斯酸和碱存在下使甲酸酯或原甲酸酯发生反应。步骤（2）包括[1] 在酸性条件下，使化合物（2）与 R" OH 或与 R" OH 和 CH(OR")3 反应，或[2] 在两相体系中使用相转移催化剂，调节碱及其浓度，立体选择性地合成目标化合物。在另一种工艺中，无需分离化合物（2）即可高效生产化合物（1）。在另一种工艺中，不通过化合物（2）直接生产化合物（1）。
• METHOD FOR PREPARING PROPANEDINITRILE OXIME ETHER COMPOUND AND INTERMEDIATE COMPOUND
  申请人：Shenyang Sinochem Agrochemicals R&D Co., Ltd.

  公开号：EP3822253A1

  公开（公告）日：2021-05-19

  Provided are a method of preparing a malononitrile oxime ether compound and an intermediate compound. The malononitrile oxime ether compound has a structure as shown in formula (VII), wherein W is selected from aryl or heteroaryl. The preparation method comprises steps: reacting a first raw material with a second raw material in the presence of a first solvent and a catalyst to obtain the intermediate compound, wherein the first raw material has a structure as shown in formula (IV), and the second raw material has a structure as shown in formula (V); and subjecting the intermediate compound as shown in formula (VI), and a dehydrant to a dehydrantion reaction in the presence of a second solvent to obtain the malononitrile oxime ether compound. In the preparation process for the intermediate, a cheaper cyanoacetamide is used as a raw material, the reaction conditions are mild. Moreover, the yield of the intermediate compound is high and the cost of the process is low. Furthermore, the required malononitrile oxime ether compound is obtained only through one-step dehydration reaction. Using the preparation method, is advantageous for improving the yield of malononitrile oxime ethers and reducing the cost of the process.

  本发明提供了一种丙二腈肟醚化合物和一种中间体化合物的制备方法。丙二腈肟醚化合物的结构如式（VII）所示，其中 W 选自芳基或杂芳基。该制备方法包括以下步骤：在第一溶剂和催化剂存在下，使第一原料与第二原料反应，得到中间体化合物，其中第一原料具有如式（IV）所示的结构，第二原料具有如式（V）所示的结构；以及在第二溶剂存在下，使如式（VI）所示的中间体化合物和脱水剂进行脱水反应，得到丙二腈肟醚化合物。在该中间体的制备过程中，使用了较为廉价的氰乙酰胺作为原料，反应条件温和。此外，中间体化合物的收率高，工艺成本低。此外，只需通过一步脱水反应就能得到所需的丙二腈肟醚化合物。该制备方法有利于提高丙二腈肟醚的产率，降低工艺成本。